Vacation rentals in Clearwater

4.99 out of 5 average rating, 361 reviews

The image captures a serene outdoor area featuring a charming entrance to the cottage. Surrounding tropical plants and tall trees create a lush environment. A decorative fountain stands to the left, and comfortable seating under an umbrella adds to the inviting atmosphere.

Guesthouse in Largo

Paradise Cottage Largo Beaches 1 mile High ground

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.

4.93 out of 5 average rating, 185 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

4.98 out of 5 average rating, 170 reviews

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

4.92 out of 5 average rating, 305 reviews

Apartment in Clearwater

Corner Apt, Private, Quiet, Patio, Central Clw

You'll have this apartment all to yourself - its a ground floor Triplex apartment, centrally located in Clearwater, FL. Clearwater Beach is a straight drive West (about 4 miles, or 15 minutes). This is a large 1 bedroom apartment that is perfect for two, but can also sleep four with the sleeper sofa. There is covered parking, large backyard, screened in patio (where smoking is allowed). There is a full size kitchen, quality queen-size bed, and a fully stocked laundry room at no charge.

4.95 out of 5 average rating, 119 reviews

A spacious bedroom features a plush king bed with a light-colored blanket and two dark nightstands on either side. Vertical windows offer natural light, while neutral gray walls and wood flooring create a calm atmosphere.

Apartment in Clearwater

Relaxing beach gateway

Kick back and relax in this calm, stylish space.Only 5 miles from Clearwater beach! Newly renovated spacious studio with brand new bathroom and kitchenette! Spacious studio featuring 1 king bed, a fully equipped kitchenette , free 1 parking spot, high speed internet, flat screen TV. Quiet area located 5 min away from downtown Clearwater and steps away from beautiful park. There is also a dog park 5 minutes away. No smoking No parties Pets allowed 2 parking spot available

Townhouse in Clearwater Beach

The image captures a spacious townhouse community, featuring white architectural designs. A clear view of the intercoastal waterway is presented, with boats visible in the distance. A community pool is seen among vibrant greenery, inviting leisure and relaxation.

4.99 out of 5 average rating, 133 reviews

3 Bedroom Waterfront Paradise Sleeps 8

Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

4.93 out of 5 average rating, 276 reviews

Family/Group Getaway w/ Pool Near Clearwater Beach

🏖️ Private pool + 4BR | 9 mins to Clearwater Beach Bring the whole group to this spacious 4-bedroom home designed for relaxing and entertaining. Enjoy a private pool, oversized backyard, and plenty of room for families and friends to spread out. ✔ Sleeps large groups comfortably ✔ Private pool + outdoor space ✔ Fully equipped kitchen + fast WiFi Just minutes from Clearwater Beach, dining, and attractions—your ideal home base for a fun, easy Gulf Coast getaway.

The exterior of the house features a cheerful yellow façade framed by lush greenery and Spanish moss. Large windows allow natural light to fill the interior, while a potted plant and decorative flamingos add a touch of charm to the front entrance.

4.87 out of 5 average rating, 129 reviews

The Sunshine Getaway - 12 mins to Clearwater Beach

This 3 bedroom, 1 bathroom house is the perfect spot for you and your family’s beach getaway. Only 12 minute drive to world renowned Clearwater Beach! - Relax in the huge backyard complete hammock, massive kids swing and yard games. - Enjoy time with friends in our modern designed living space. - Head down to the beach! (beach gear supplied) - Take a walk or bike ride on the gorgeous Pinellas Trail. - Enjoy all dining, shops and sights Tampa Bay has to offer!

5 out of 5 average rating, 155 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

4.83 out of 5 average rating, 209 reviews

A well-lit bedroom features a spacious bed with a textured white coverlet and decorative throw pillows. A comfortable blue chair is positioned nearby, and large windows with sheer curtains allow natural light to fill the room. A small area rug adds a cozy touch to the wooden flooring.

Apartment in Clearwater

A cozy studio with cute garden (2mile to Beach)

This is a wonderful studio in the beautiful city of Clearwater. Within a few mins driving or biking distance to the famous Clearbeach, you'll enjoy the gorgeous sunset ocean view. Easy access to local restaurants, bars, and stores. No matter you just want to chill out in the sunset or attend the concern in Coachment Park, this studio will be your perfect choice.

4.82 out of 5 average rating, 212 reviews

A spacious living area features a leather sofa and loveseat centered around a decorative stone fireplace. A wall-mounted television is positioned opposite the seating, and a round mirror hangs above a vintage-style coffee table. Natural light filters in through the windows, enhancing the room's welcoming ambiance.

Bungalow in Clearwater

Sweet Craftsman home, free bikes, near beach & DT

This beautifully renovated 1925 Craftsman style house located minutes to downtown Dunedin, downtown Clearwater and the beaches will make you feel right at home. Whether you are looking for a solo, family, romantic, friends getaway or you are working remotely, this home will provide you comfort, serenity and convenience along with fast Wi-Fi and great location.

A spacious outdoor area features a heated pool surrounded by a screened enclosure. Two lounge chairs are positioned beside the pool, and a barbecue grill is visible near the edge, providing an ideal setting for relaxation and meals.

4.84 out of 5 average rating, 130 reviews

Heated Pool Home | Close to Clearwater Beach

Enjoy a beautifully renovated 2BR/2BA Clearwater home with a private heated pool, BBQ, and outdoor lounge. Just 14 minutes from Clearwater Beach, restaurants, and shopping. Family-friendly with beach gear, pool toys, and high-speed WiFi. Perfect for a relaxing Florida getaway!

Popular amenities for Clearwater vacation rentals

Self check-in

Beachfront

Gym

BBQ grill

Laptop-friendly workspace

Stay near Clearwater's top sights

Clearwater Beach

1,928 locals recommend

Clearwater Marine Aquarium

1,070 locals recommend

Pier 60

155 locals recommend

Caladesi Island State Park

200 locals recommend

Frenchy's Rockaway Grill

404 locals recommend

Sandpearl Resort

16 locals recommend

Clearwater beach vacation rentals

4.97 out of 5 average rating, 210 reviews

A vibrant, themed living area features colorful hanging lamps and intricate wall decorations. Lush greenery is present, alongside a mixture of patterned seating arrangements. Large glass doors open to a balcony, allowing natural light to fill the space and offering a view of the outdoors.

Condo in Tampa

Tiki Themed Waterfront Condo on Tampa Bay

4.71 out of 5 average rating, 516 reviews

A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.

Condo in Belleair Beach

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Condo in Clearwater Beach

A private balcony is seen featuring two white chairs and a table, offering uninterrupted views of the Gulf of Mexico. The calming blue sky meets the horizon, enhancing the serene beachfront experience.

4.91 out of 5 average rating, 296 reviews

Beachfront in exclusive resort

4.96 out of 5 average rating, 185 reviews

A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.

Cottage in Indian Shores

Beautiful Beachfront Cottage on the Water

Apartment in Independence Square

A view from the balcony captures a stunning sunset over the Gulf, where vibrant hues blend in the sky. The sandy beach is visible below, with a winding path leading to the shoreline. Figures can be seen strolling along the beach, adding life to the serene scene.

4.96 out of 5 average rating, 183 reviews

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

Apartment in Clearwater Beach

An airy dining area is framed by glass doors that lead to the outside. A wooden table is surrounded by two upholstered chairs with floral patterns and two additional light-toned stools. Neutral tiles cover the floor, adding to the space's light ambiance.

4.82 out of 5 average rating, 233 reviews

Cambria Cottage Clearwater Beach

Bungalow in Clearwater Beach

A living area is displayed, featuring a gray sofa with colorful cushions and a coffee table. A dining table with chairs is positioned nearby, and artwork adorns the walls. Sunlight enters through a window, illuminating the beige tiled flooring.

4.89 out of 5 average rating, 251 reviews

Villa 4 -1 BR, 2 min walk to beach,

Bungalow in Indian Shores

The exterior of a bungalow is surrounded by lush tropical greenery, featuring large leaves and colorful plants. A bright blue wall enhances the entrance, which is flanked by a window. A gravel pathway leads to the door, contributing to a serene environment.

4.92 out of 5 average rating, 244 reviews

Private Beach 2BR Bungalow *heated POOL* PETS ok

Other great vacation rentals in Clearwater

Lush landscaping features vibrant palm trees and flowering plants, creating a serene outdoor space. The well-maintained lawn is bordered by curved paths and mulch beds, enhancing the tropical atmosphere. Sunlight filters through the foliage, casting interesting shadows on the ground.

4.92 out of 5 average rating, 66 reviews

Tropical Paradise - Private Pool, Spa & BBQ !

5 out of 5 average rating, 10 reviews

Home in Ozona

Honeymoon Luxury Residence with Heated Pool &Sauna

5 out of 5 average rating, 8 reviews

A spacious bedroom features a four-poster bed layered with white bedding and decorative blue pillows. Natural light fills the room through a sliding glass door that leads to a private balcony with ocean views. A dresser and a television are also visible in the room.

Condo in Sand Key

CBC 1-7C- Beautiful Gulf Front Condo with Pool!

4.83 out of 5 average rating, 12 reviews

Antz Paradise

A spacious living area features a light-colored sectional sofa surrounding a black coffee table. A large flat-screen TV is mounted on the wall, complemented by a stylish wooden console. Natural light filters through multiple wide windows, enhancing the room's airy feel.

5 out of 5 average rating, 23 reviews

Modern 3BR/2B Oasis/ Patio – Sleeps 8

A well-lit bedroom features a spacious white bed with crisp linens and a decorative bedside lamp on a nightstand. A ceiling fan adds to the comfort, while windows with shutters allow natural light. The open doorway leads to a hallway, hinting at additional living spaces.

4.79 out of 5 average rating, 62 reviews

Spacious 3BR, Central Location MD.BNB-Indigo(6G)

4.98 out of 5 average rating, 55 reviews

Paradise Point Private Pool Oasis |15 min to beach